Without knowing the details of the cities/neighborhoods you are looking at, I like house #2 a lot more. Everything seems to match on it better than the first house. It also looks like it has a pretty decent-sized side yard which is nice. The house looks like a smaller version of a lot of the pre-war homes built in Detroit and the suburbs here but the little semi-enclosed portico around the front door is a unique touch... definitely not something you would see in many of the neighborhoods here on a smaller house like that. The garage looks like it could use a little updating, but unless it's absolutely falling down around itself, that shouldn't be a deal breaker.